San Gimignano pickleball Stays, Resort Rentals, & Homes

Frequently Asked Questions About San Gimignano?

What are the top vacation rentals, resorts, and hotels in San Gimignano with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in San Gimignano. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in San Gimignano!

• VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
• Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
• - Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
• San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
• Torraccia di Chiusi
• Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
• Fabulous 3br Designer Villa With All Comforts & Stunning Views In San Gimignano!
• Agriturismo Il Segreto di Pietrafitta
• Panoramic apartment Il Borgo Antico in the city centre
• Typical dwelling in the heart of the Tuscany between FLORENCE and SIENA

How many pickleball-ready properties have private pools in San Gimignano?

Discover 115 accommodations with private or nearby pickleball courts in San Gimignano. Some of the best destinations to stay and play pickleball are:

• Cammino Santo - studio w/private pool & garden
• Il Castagnolo Country B&B
• BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany
• Nido del Merlo 11 In San Gimignano, Tuscany

Which vacation rentals, resorts, or hotels in San Gimignano is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in San Gimignano? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

• San Gimignano Town Garden - 8 pax
• Casa nella Corte nel Centro di San Gimignano con balcone panoramico wifi e garage auto privato
• Tenuta Guardastelle

How many PickleTrip vacation rentals or resorts are available in San Gimignano?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1094 properties listed in San Gimignano in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.

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